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255 Tappan Street, Brookline MA 02445

Brookline, MA 02445
$2,999,999
Est. $17,948/month
7
Beds
5
Baths
4,171
Sq Ft
$719
Price/Sq Ft
0.23
Acres
1953
Year Built
2
Garage Spaces
Delete Listed Nov 13, 2025 • MLS# 73454644 Copied! • Updated Jan 12, 2026

About this home

Available for the first time in 72 years, 255 Tappan Street is a beautifully maintained brick two-family home with additional living space. Perfectly positioned near Washington Square and Brookline’s top restaurants and bars, the home sits just off Beacon Street near Brookline High School and the Green Line, offering unbeatable convenience. Star Market is located right at the end of the street. Each unit is turnkey—ready for immediate move-in or rental—making this an exceptional opportunity for both homeowners and investors. Set on nearly 10,000 sq. ft. with a spacious backyard, the property features two 3-bedroom, 2-bath units with generous living and dining areas and well-equipped kitchens. The second-floor unit includes a private deck, while the additional space includes a full kitchen, 1 bedroom, 1 bath, and in-unit laundry. Added highlights include a 2-car garage, extra driveway parking, basement access from all units, and ample storage.

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Recently Sold Nearby

Property History

Market Insights

6%
Price Range
1
Previous Sales

Property Timeline

Previous Transaction - MLS #73443932
Full transaction history available when tracking began
🏷️
Previously Sold
Dec 23, 2025
$2,820,000
MLS #73443932
⚠️
Withdrawn from Market
Dec 18, 2025
Removed from active listings
🏠
Listed for Sale
Nov 13, 2025
$2,999,999
Original listing
Agent: Dan Rosenthal Office: Rise Signature Homes
🏠
Listed for Sale
Nov 13, 2025
$2,999,999
Original listing
Agent: Dan Rosenthal Office: Rise Signature Homes

Tax History

Year Taxes Assessment
2025 $30,939 $3,134,600

Financial Details

Annual Property Tax
$30,939
Tax Year 2025
Assessed Value
$3,134,600

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1953
Living Area 4,171 sq ft
Lot Size 0.23 acres
Bedrooms 7
Full Baths 5
Total Rooms 14

Interior

Heating Baseboard, Hot Water
Cooling Central Air
Flooring Wood, Carpet, Concrete
Appliances None
Fireplace None
Fireplaces 3
Basement None
Laundry None
Features None

Exterior

Construction Brick
Architecture Other (see Remarks)
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features None
Total Spaces 6
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $30,939
Assessed Value $3,134,600
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
House Color Red brick
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 31 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1953
Bedrooms
7
Full Bathrooms
5
Living Area
4,171 sq ft
Total Rooms
14
Levels
Multi/Split

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring: Wood, Carpet, Concrete
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Style: Other (See Remarks)
Year Built: 1953
Structure Type:
Exterior Materials: Brick
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Hot Water
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Other
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 6
Parking Features:

Special Features

Fireplaces: 3
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
School District
Brookline School District local
A+
School Safety 2024-25
0.4% Low
0.3% Suspensions 0.6% In-School 0.1% Emergency
5.1% below state avg
E

Elementary Schools

3 schools
A
John D Runkle School
0.3 mi | #44 of 352 | Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students Diverse
Diverse Student Body
Grades PK-08
Brookline Early Education Program at Runkle
0.3 mi
47 students Diverse
Diverse Student Body
Grades PK
Torah Academy Inc.
0.3 mi
Grades PK-08
H

High Schools

3 schools
A+
Brookline High School
0.5 mi | #1 of 346 | Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students Diverse
21 sports • 3,004 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
F
Albert D Holland School of Technology
0.7 mi | #333 of 346 | Score: 25.8
Improved 28 spots from last year
-32.4 below state avg
399 students Diverse
Rising School
Grades 07-12
Bais Yaakov of Boston School
1.0 mi
Grades 09-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $2,578
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

255 Tappan Street, Brookline MA 02445

Brookline, MA 02445

Listing Information

Listing Agent Dan Rosenthal
Listing Office Rise Signature Homes
Office Phone 617-383-5659
Agent MLS ID CN253853
Office MLS ID AN8910
Listing Data Updated Jan 12, 2026 9:54 AM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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